Penna Holidays

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Penna Holiday

Our pick of the best Penna Hotel Deals

B&B Hotel Arezzo

B&B Hotel Arezzo

3 out of 5
Via Einstein, 4 Arezzo AR
Fully refundableReserve now, pay when you stay
The price is NZ$169 per night from 8 Dec to 9 Dec
NZ$169
8 Dec - 9 Dec
includes taxes & fees
8.4/10 Very good! (376 reviews)
"This is a suitable hotel for one or two nights. Staff very helpful."

Reviewed on 31 Oct 2026

B&B Hotel Arezzo
Villa Pitiana

Villa Pitiana

4 out of 5
Via Provinciale Per Tosi 7 Reggello FI
Get rates
Villa Pitiana
La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme

loc. Pontignano, 5 Castelnuovo Berardenga SI
Fully refundableReserve now, pay when you stay
The price is NZ$143 per night from 9 Nov to 10 Nov
NZ$143
9 Nov - 10 Nov
includes taxes & fees
9.4/10 Exceptional! (581 reviews)
"Endroit magnifique et bien situé pour visiter la région."

Reviewed on 5 Nov 2026

La Certosa di Pontignano - Place of Charme
See all 4,372 properties in Penna
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

What to do in Penna

Private Tasting of Organic Wines in the Cellar in Mugliano

Private Tasting of Organic Wines in the Cellar in Mugliano

NZ$59
per adult
Private Tasting of Organic Wines in the Cellar in Mugliano
Tasting with Private Walk in a Cellar in Tuscany

Tasting with Private Walk in a Cellar in Tuscany

NZ$49
per adult
Tasting with Private Walk in a Cellar in Tuscany
Arezzo Gran Tour

Arezzo Gran Tour

NZ$24
per adult
Arezzo Gran Tour
See all activities in Penna

Frequently asked questions

How much does a Penna holiday package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a holiday to Penna costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Penna?
January, February and March are the best times to look for cheap Penna holiday packages. Choosing to travel in quieter months means you can generally find better prices on hotels and flights.
How many days is enough for Penna?
The ideal duration for your Penna holiday depends on what you'd like to do and see. Generally, a handful of days to a week will give you plenty of time to visit all the leading attractions and discover some hidden spots along the way.
How to find the best Penna package deals?
Finding a cheap Penna package deal is a breeze with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget range, apply some filters and see what's available. You can customise your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most economical Penna package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Penna holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component individually. And you'll still have the freedom to create a personalised Penna holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Penna?
Enjoy fantastic discounts by booking your flights in advance with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Penna adventure.
How to plan a trip to Penna?

  1. Choose when to get away: Check your diary and get your bags packed. Your favourite season and the type of activities on offer will also help you decide when to visit Penna.
  2. Figure out your budget: Make sure you have enough money to pay for everything from dining out and transportation to flights and experiences. Your accommodation will probably be the biggest expense during your trip to Penna.
  3. Decide how long to go for: Now that you're more familiar with Penna, you can figure out the ideal length of your holiday. Create a draft itinerary and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a personalised Penna holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.